Claus Schneider
Last active: 4/5/2016

Facile synthesis of deuterated and [(14) C]labeled analogs of vanillin and curcumin for use as mechanistic and analytical tools.

Gordon ON, Graham LA, Schneider C
J Labelled Comp Radiopharm. 2013 56 (14): 696-9

PMID: 24339007 · PMCID: PMC3943166 · DOI:10.1002/jlcr.3102

Curcumin is a dietary diphenol with antioxidant, antinflammatory, and antitumor activity. We describe facile procedures for the synthesis of [(14) C2 ]curcumin (4 mCi/mmol), [d6 ]curcumin, [d3 ]curcumin, [(13) C5 ]curcumin, and [d6 ]bicyclopentadione, the major oxidative metabolite of curcumin. We also describe synthesis of the labeled building blocks [(14) C]vanillin, [d3 ]vanillin, and [(13) C5 ]acetylacetone. The overall molar yields of the labeled products were 52 ([(14) C]) and 47% ([d3 ]) for vanillin and 25 ([(14) C2 ]) and 27% ([d6 ]) for curcumin. The compounds can be used as radiotracers in biotransformation studies and as isotopic standards for mass spectrometry-based quantification in pharmacokinetic analyses.

Copyright © 2013 John Wiley & Sons, Ltd.

MeSH Terms (5)

Benzaldehydes Carbon Radioisotopes Curcumin Isotope Labeling Radiopharmaceuticals

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